421 Winchester Dr, Hampton, VA 23666
Property image
Property image
OFF MARKET

$282,100

Trulia Estimate
  • 3 Beds
  • 1 Bath
  • 1,152 sqft (on 0.25 acres)

421 Winchester Dr, Hampton, VA 23666

Northampton
Est. Refi. Payment $1,828/mo*
Refinance Your Home
Currently Off Market - Sold Mar 11, 2022 for $226,900

Home Value

Trulia Estimate
$282K
Since last month
Increased$700 (+0.2%)
Since last year
Increased$14K (+5.1%)
Since last sale
Increased$55K (+24.4%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +107% in the last 10 years
MonthEstimated value
2026
September 2026$282K
September 2026$282K
August 2026$282K
July 2026$283K
June 2026$285K
May 2026$282K
April 2026$278K
March 2026$276K
February 2026$275K
January 2026$270K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
110 Londonshire Ter, Hampton, VA
0.28
Single-Family Home
$224,000
06/10/26
3
1.5
1,040
307 Dover Rd, Hampton, VA
0.51
Single-Family Home
$233,000
03/13/26
3
1
1,000
303 Dover Rd, Hampton, VA
0.52
Single-Family Home
$187,000
02/27/26
3
1
1,204
125 Cynthia Dr, Hampton, VA
0.55
Single-Family Home
$315,000
05/04/26
3
1
1,152
419 Patrician Dr, Hampton, VA
0.14
Single-Family Home
$300,000
10/24/25
4
2
1,404
103 Londonshire Ter, Hampton, VA
0.34
Single-Family Home
$290,000
02/20/26
3
2
1,050
52 Londonshire Ter, Hampton, VA
0.36
Single-Family Home
$290,000
07/27/26
3
1.5
1,092
314 Winchester Dr, Hampton, VA
0.20
Single-Family Home
$325,000
09/08/26
4
2
1,632
862 Thames Dr, Hampton, VA
0.48
Single-Family Home
$227,800
02/27/26
3
2
988
214 Avon Rd, Hampton, VA
0.65
Single-Family Home
$240,000
12/17/25
3
1
1,014

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
419 Winchester Dr, Hampton, VA 23666
0.01
$255,700
3
1
1,152
Off Market
617 Burton St, Hampton, VA 23666
0.02
$465,400
4
2.5
2,528
Off Market
619 Burton St, Hampton, VA 23666
0.02
$392,700
3
3
2,193
Off Market
417 Winchester Dr, Hampton, VA 23666
0.03
$233,200
3
1
1,152
Off Market
420 Cynthia Dr, Hampton, VA 23666
0.03
$327,200
5
2
1,700
Off Market
621 Burton St, Hampton, VA 23666
0.03
$394,700
3
3
2,338
Off Market
418 Cynthia Dr, Hampton, VA 23666
0.03
$238,100
3
1
1,152
Off Market
415 Winchester Dr, Hampton, VA 23666
0.04
$246,800
4
1
1,152
Off Market
416 Cynthia Dr, Hampton, VA 23666
0.04
$223,000
3
1
1,152
Off Market
613 Burton St, Hampton, VA 23666
0.04
$497,000
4
3
2,699
Off Market
623 Burton St, Hampton, VA 23666
0.04
$399,500
4
2.5
2,100
Off Market
414 Cynthia Dr, Hampton, VA 23666
0.05
$230,000
3
1
1,152
Off Market
420 Winchester Dr, Hampton, VA 23666
0.05
$255,200
3
1
1,152
Off Market
418 Winchester Dr, Hampton, VA 23666
0.05
$241,200
3
1
1,356
Off Market
413 Winchester Dr, Hampton, VA 23666
0.05
$237,700
3
1
1,152
Off Market
611 Burton St, Hampton, VA 23666
0.05
$432,600
3
2.5
2,359
Off Market
701 Burton St, Hampton, VA 23666
0.05
$380,100
3
3
2,022
Off Market
416 Winchester Dr, Hampton, VA 23666
0.05
$274,200
3
1
1,152
Off Market
412 Cynthia Dr, Hampton, VA 23666
0.06
$228,100
3
1
900
Off Market

Local Information

  • Map ViewExplore the area around 421 Winchester Dr.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1954
0.25 acre lot
1,152 sqft
$245/sqft
Garage

About this House

What's unique:Fresh paint throughoutKeystone homesConvenient to shoppingGreat ranch rehabbedNew light fixtures
This single-family home is located at 421 Winchester Dr, Hampton, VA. 421 Winchester Dr is in the Northampton neighborhood in Hampton, VA and in ZIP code 23666. This property has 3 bedrooms, 1 bathroom and approximately 1,152 sqft of floor space. This property has a lot size of 10890 sqft and was built in 1954.
421 Winchester Dr, Hampton, VA 23666 is a 3 bedroom, 1 bathroom, 1,152 sqft single-family home in Northampton, built in 1954. It last sold for $226,900 on Mar 11, 2022. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $282,100, with a rent estimate of $1,757/month.

Home Details for 421 Winchester Dr

Interior Features

Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1Floors: Carpet, Linoleum Vinyl
Interior Details
Number of Rooms: 6

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: OtherFoundation Type: Crawl Raised
Parking & Garage
GarageParking: Garage Detached

Property Information

Year Built
Year Built: 1954
Property Type / Style
Property Type: Single Family HomeArchitecture: conventional

Community

Units in Building: 1

Lot Information

Lot Area: 10890 sqft

Price and Tax history

DateEventPrice
Mar 12, 2023
Source: REIN Inc. #10421011
ListingRemoved
$226,900
Mar 12, 2022
Source: WMLS #2200352
Pending
$226,900
Mar 11, 2022
Source: WMLS #2200352
Sold
$226,900
Feb 22, 2022
Source: REIN Inc. #10421011
Contingent
$227,000
Feb 13, 2022
Source: WMLS #2200352
Pending
$227,000

Market trends in Hampton

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$285K
$1.33KMoM
Sale-to-List Price
100.0%
Price per sq ft
$188
$1MoM
Available listings
605

Around this home

Neighborhood Overview

Northampton
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Northampton

At least 226 Trulia users voted on each feature.

  • 91 % Say car is needed

  • 82 % Say parking is easy

  • 81 % Say it's dog friendly

  • 77 % Say there are sidewalks

  • 75 % Say yards are well-kept

  • 74 % Say there's holiday spirit

  • 65 % Say streets are well-lit

  • 60 % Say it's quiet

  • 56 % Say kids play outside

  • 48 % Say it's walkable to grocery stores

  • 46 % Say people would walk alone at night

  • 45 % Say neighbors are friendly

  • 45 % Say they plan to stay for at least 5 years

  • 36 % Say it's walkable to restaurants

  • 35 % Say there's wildlife

  • 18 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Kermit89060
    "Halloween and Yard sales"
    0
    Flag
  • Melsevcik
    "It is a nice area, residents have lived here awhile. Everyone knows eqch other. It is friendly. Most take care of their lawn well "
    0
    Flag
  • Marquita Smith
    "My commute is fine depending on what time of the day that I leave out for work. 95%of the time is a clear commute "
    3
    Flag
  • Mary Jo Mcconville
    "Great family neighborhood. I have raised my children here. There are parks and grocery stores and pharmacies nearby. Also a new public school just outside of the neighborhood."
    2
    Flag
  • Mmks9xn5yx
    "There are sidewalks to walk your dogs as well as great street lighting if you walk them at night. The streets are also wide enough if there isn’t a sidewalk you won’t have to worry about cars"
    0
    Flag
  • Trulia User
    "there are dog walkers and plenty of loose dogs also. I don't feel comfortable walking the block qith my children because of it."
    3
    Flag
  • Trulia User
    "quiet neighborhood, people normally stay to themselves. alot of car break ins a few blocks over. close to everything. only downside is that you are really close to your neighbors so you can hear everything outside."
    2
    Flag
  • Trulia User
    "There are a lot of elementary and middle school kids in our area. It’s fun to watch them play ball or ride bikes together. "
    1
    Flag
  • Trulia User
    "Close to everything you need or want. Food, clothing, coffee, restaurants, and great community focus. "
    0
    Flag
  • Karen D. .
    "We have lived here for 12 years and it’s been nice and friendly neighbors and convenient to shopping and the interstate."
    4
    Flag
  • Mykab2003
    "i live here for 3 years peaceful . Packages sometime lost due to mail handlers and wrong number sequence out here !! Good to raise kids "
    30
    Flag
  • Susanhazelwood8430
    "most all of my neighbors are very friendly and look out for each other. we all have cameras as well "
    1
    Flag
  • Brandon A. A. L.
    "My neighbors are great, but there is quite a bit of crime that keeps becoming more frequent. It’s a convenient place to live pretty close to everything. "
    26
    Flag
  • Travone.hamilton
    "The new businesses developing in the area make my neighborhood unique to live in. You should definitely check it it "
    4
    Flag
  • Brittbrat4.bd
    "I’ve lived here for 10 years and it is not, nor has it ever been parking in the evenings or weekends!"
    6
    Flag
  • Austinkmartin97
    "I’ve lived in the neighborhood for a year, and it’s so quiet compared to other parts of Hampton or Newport News. I rarely hear gunshots (which is saying a lot for the city we live in) and I don’t worry about people trying to run my car."
    11
    Flag
  • Trulia User
    "It’s a pretty nice neighborhood for the most part. I don’t think I would walk alone at dusk or in the dark, but I feel like that’s most places now days. "
    7
    Flag
  • Kelly O.
    "Having a car is pretty imperative, but we’re very close to the highway which is extremely convenient"
    3
    Flag
  • Kelly O.
    "Very friendly neighbors in general. The nicer and not so nice areas around here run right into each other, so it can be a little tricky to find the right area."
    4
    Flag
  • Anthonybrown35
    "They would not have a problem with this neighborhood. The area is nice and quiet. I see neighbors with walking their pets all the time. "
    2
    Flag
  • Bengill7
    "We’ve loved this neighborhood for 18 years - it’s family oriented and close to everything including all the military installations, shopping and entertainment. Best neighborhood in Hampton."
    7
    Flag
  • Viciousdove
    "My neighborhood has great access to transportation, there is a school across the street through the woods. There’s a walk path to get to it. It’s close to shopping centers and many other things such as the park and War museum."
    0
    Flag
  • Trulia User
    "it's relatively quiet at night. everyone knows someone and law enforcement are in the community so its not that much crime in the area."
    2
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 421 Winchester Dr

  • What is 421 Winchester Dr estimated to be worth?
    Trulia's estimated value for 421 Winchester Dr in Hampton, VA is $282,100.
  • What is the price history for 421 Winchester Dr?
    421 Winchester Dr in Hampton, VA last sold for $226,900 in March 2022.
  • Is Hampton a buyer's or seller's market?
    Hampton is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Hampton?
    The median sale price in Hampton is $285K. That is up $1.33K from the prior month.
  • Does 421 Winchester Dr have air conditioning?
    Yes, 421 Winchester Dr in Hampton, VA has air conditioning.
  • How big is the lot at 421 Winchester Dr?
    The lot at 421 Winchester Dr in Hampton, VA is about 0.25 acres (10,890 sq ft).

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